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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469344Generated: October 26, 2026

Aluminum(III) Chloride → 6-(6-chloro-2-methyl-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-one

https://huagongshe.com/reaction/469344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant4-Methyl-3H-benzooxazol-2-oneHCID 12709336—
Reactant6-Chloro-2-methylpyrimidine-4-carbonyl chlorideHCID 19018481—
Product6-(6-chloro-2-methyl-pyrimidine-4-carbonyl)-4-methyl-3H-benzoxazol-2-oneHCID 58181118—

Reaction Steps

2.48 g (13.0 mmol) 6-chloro-2-methyl-pyrimidine-4-carboxylic acid chloride, 1.94 g (13.0 mmol) 4-methyl-3H-benzoxazol-2-one and 6.93 g (52.0 mmol) aluminium trichloride were heated to 125° C. for 1.5 h with stirring. The mixture was combined with ice water and the precipitate formed was suction filtered and washed with water. Then the precipitate was dissolved in MeOH/DCM and filtered through silica gel suction. The filtrate was evaporated down and the residue was purified by flash chromatography. The fractions containing the product were combined, evaporated down and triturated with diethyl ether. The precipitate was suction filtered, washed with diethyl ether and dried i. vac.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629137B2
Source datasetuspto-grants-2014_01
ORD IDord-d2204886d6e64bdf90345ea72f8fe0d3
Source noteuspto-grants-2014_01